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Ethanol → Ethyl 2-(2,3-dichlorophenoxy)acetimidate hydrochloride

HRID 326833
Notes
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Reaction equation

HRID 326833 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][CH:9]=[CH:8][C:3]=1[O:4][CH2:5][C:6]#[N:7].[CH2:13]([OH:15])[CH3:14]>CCOCC>[ClH:1].[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][CH:9]=[CH:8][C:3]=1[O:4][CH2:5][C:6](=[NH:7])[O:15][CH2:13][CH3:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 702EthanolHCID 197362092-(2,3-Dichlorophenoxy)acetonitrile

Product 1

HCID 19736212Ethyl 2-(2,3-dichlorophenoxy)acetimidate hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Obtained using the procedure described in section a of Example 6, starting with 219.8 g (1.086 moles) of (2,3-dichlorophenoxy)acetonitrile [prepared according to R. W. Fuller et al., J. Med. Chem. 1973, 16, 101] and 50.0 g (1.086 moles) of absolute ethanol in 1750 ml of ether. Reaction time: 16 hours at 0° C. Yld: 293.5 g (95%), m.p. 167°-169° C.

Workup

  1. customObtained
  2. customReaction time
  3. custom16 hours
  4. customat 0° C

Sources & evidence

ORD record
ord-d43fe8d5c9634d848b4446c253b91564
Source dataset
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05270465

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes